33 Ann Street
Ossining, NY 10562
- 5 Beds
- 3 Baths
- 2,000 sqft
$680,000
Last Sold: Oct 31, 2025
3% below list $699K
$340/sqft
Est. Refi. Payment $4,237/mo*
$680,000
Last Sold: Oct 31, 2025
3% below list $699K
$340/sqft
Est. Refi. Payment $4,237/mo*
5 Beds
3 Baths
2,000 sqft
Homes for sale near 33 Ann Street
Apartments for Rent
Local Information
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Description
Two-Family Home!!
Here is a wonderful opportunity for a picturesque Colonial home near the Hudson River in desirable Ossining. Originally built in 1902, the charming clapboard property with its cute green shutters has since been expanded and is currently configured as a two-family residence. The possibilities are endless!
The home presents beautifully with its postcard-perfect fenced front yard and an even larger backyard. At the first level is a large front living room with sunny corner exposures, a bonus room that can function as a den or extra bedroom, a full bath, a delightful kitchen with stone counters and stainless steel appliances, and a dining room with pantry. To the rear is a huge primary bedroom with its own ensuite bath and three closets including a walk-in.
Heading upstairs you’ll find another large living room, a lovely country kitchen, a remodeled full bath, and three spacious bedrooms. A second floor landing leads down to the driveway and backyard. There is also an attic with two more rooms, as well as a cellar for even more options. The grassy backyard with its patio, shade trees, planters, and white picket fencing is absolutely adorable. Get ready for summer barbecues!
Westchester’s Ossining is steeped in charm, a picturesque village on the water with a quaint downtown center and timeless architecture. The lovely home on Ann Street is close to Main Street shops and restaurants, verdant parks, cozy coffee shops and just a few blocks from the Hudson River and the local yacht club.
Here is a wonderful opportunity for a picturesque Colonial home near the Hudson River in desirable Ossining. Originally built in 1902, the charming clapboard property with its cute green shutters has since been expanded and is currently configured as a two-family residence. The possibilities are endless!
The home presents beautifully with its postcard-perfect fenced front yard and an even larger backyard. At the first level is a large front living room with sunny corner exposures, a bonus room that can function as a den or extra bedroom, a full bath, a delightful kitchen with stone counters and stainless steel appliances, and a dining room with pantry. To the rear is a huge primary bedroom with its own ensuite bath and three closets including a walk-in.
Heading upstairs you’ll find another large living room, a lovely country kitchen, a remodeled full bath, and three spacious bedrooms. A second floor landing leads down to the driveway and backyard. There is also an attic with two more rooms, as well as a cellar for even more options. The grassy backyard with its patio, shade trees, planters, and white picket fencing is absolutely adorable. Get ready for summer barbecues!
Westchester’s Ossining is steeped in charm, a picturesque village on the water with a quaint downtown center and timeless architecture. The lovely home on Ann Street is close to Main Street shops and restaurants, verdant parks, cozy coffee shops and just a few blocks from the Hudson River and the local yacht club.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from December 03, 2025
Home Highlights
Parking
No Info
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$340/sqft
Listed
180+ days ago
Home Details for 33 Ann Street
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Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3 |
Appliances & Utilities Utilities: Water Available |
Heating & Cooling Heating: Forced Air,OtherHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air |
Gas & Electric Has Electric on Property |
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Parking & Garage No CarportNo Garage |
Water & Sewer Sewer: Public Sewer |
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Cumulative Days on Market: 56 |
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Year Built Year Built: 1902 |
Property Type / Style Property Type: Residential IncomeProperty Subtype: Duplex, Multi Family |
Building Construction Materials: Wood SidingNot Attached Property |
Property Information Parcel Number: 420308901900000000003700001 |
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Price List Price: $699,000Price Per Sqft: $340/sqft |
Status Change & Dates Off Market Date: Thu Aug 14 2025 |
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MLS Status: Sold |
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Direction & Address City: Ossining |
School Information High School District: Ossining |
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Building Area Building Area: 2000 Square Feet |
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Not Senior Community |
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Lot Area: 3049 sqft |
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Special Conditions: None |
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Listing Agreement Type: Exclusive Agency |
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Mls Number: 875678Attic: Partially FinishedShowing Requirements: Appointment Only |
Last check for updates: about 3 hours ago
Listed by Matthew J. Bizzarro, (917) 979-2259
Bizzarro Agency, LLC, (917) 979-2259
Bought with: Luana G. Malavolta, (917) 687-1014, NS and Associates Realty Group, (646) 201-0960
Source: OneKey® MLS as distributed by MLS GRID, MLS#875678

Price History for 33 Ann Street
| Date | Price | Event | Source |
|---|---|---|---|
| 10/31/2025 | $680,000 | Sold | OneKey® MLS as distributed by MLS GRID #875678 |
| 09/10/2025 | $699,000 | Pending | OneKey® MLS as distributed by MLS GRID #875678 |
| 08/14/2025 | $699,000 | ListingRemoved | OneKey® MLS as distributed by MLS GRID #875678 |
| 06/29/2025 | $699,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #875678 |
| 06/22/2025 | $699,000 | ListingRemoved | OneKey® MLS as distributed by MLS GRID #875678 |
| 06/12/2025 | $699,000 | Listed For Sale | OneKey® MLS as distributed by MLS GRID #875678 |
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | |
| Assessment | $507,100 |
Home facts updated by county records
Comparable Sales for 33 Ann Street
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.03 | Multi-Family Home | $650,000 | 10/01/25 | 5 | 2 | 1,800 | |
0.21 | Multi-Family Home | $700,000 | 03/13/26 | 4 | 3 | 1,368 | |
0.21 | Multi-Family Home | $540,000 | 08/15/25 | 5 | 2 | 1,656 | |
0.14 | Multi-Family Home | $600,000 | 03/17/26 | 4 | 2 | 1,935 | |
0.38 | Multi-Family Home | $639,000 | 10/09/25 | 3 | 2 | 1,568 |
Assigned Schools
These are the assigned schools for 33 Ann Street.
What Locals Say about Ossining
At least 370 Trulia users voted on each feature.
83 % Say it's dog friendly
75 % Say car is needed
75 % Say there's holiday spirit
71 % Say there are sidewalks
69 % Say yards are well-kept
69 % Say people would walk alone at night
66 % Say streets are well-lit
66 % Say parking is easy
65 % Say it's walkable to grocery stores
64 % Say it's walkable to restaurants
63 % Say they plan to stay for at least 5 years
62 % Say kids play outside
60 % Say it's quiet
53 % Say neighbors are friendly
50 % Say there's wildlife
41 % Say there are community events
Learn more about our methodology.
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Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information
Homes for rent near 33 Ann Street
Off Market Homes Near 33 Ann Street
Explore by feature
33 Ann Street, Ossining, NY 10562 is a 5 bedroom, 3 bathroom, 2,000 sqft multi-family built in 1902. This property is not currently available for sale. 33 Ann Street was last sold on Oct 31, 2025 for $680,000 (3% lower than the asking price of $699,000). The current Trulia Estimate for 33 Ann Street is $699,200.